Process for the manufacture of anhydrids of monobasic organic carboxy-acids.



PROCESS FOR THE mnnoracrunn or Amnnmsor mouonnsrofonenmc cAnBoxY- UNITED ST E PATENT F Q ADRIANUS :romnnnsvs PESKI, or vnanianmenn, NETHERLANDS."

No Drawing.

To all whom it may concern:

' Be it known that I, ADRIANUS JoHANNns- VAN PESKI, technical chemist, and a subject Processes for the Manufacture of Anhydrids of Monobasic Organic Carboxy-Acids,

of which the following is a specification.

This invention is based on the discovery that by heating the alkali salts or the earthy alkali salts of sulfuric acid-carboxy-acld anhydrids .separately, or in the presence of Y cooler.

suitable neutral fluids, for instance acetic acid, the corresponding organic acid anhydrid is formed. I have also discovered that by heating a mixture'ofan alkali salt or an earthy alkali salt of a sulfuric acidcarboxy-acid anhydrid, with an organic acid, and such quantities of an alkali salt or earthy alkali salt of a monobasic orgamc carboxy-acid as can produce a reactionaccording to the equation there will also be formed an organic acid anhydrid but in quantity double that which is produced in the first case. I have also discovered that simple as well as mixed acid anhydrids may be produced, whose radicals correspond to the acid residues which were contained on the one hand in the salt of the sulfuric 'acid-carboxy-acid anhydrid, and on the other hand inthe salt of the carboxy-acid. When both the acid residues are the same, as for instance when using sodium acetyl-sulfate and sodium acetate, a simple anhydrid is produced namely, acetic acid anhydrid in this example. If, however, the two said residues are different, for instance, when using sodium acetyl-sulfate and sodium propion-' ate, a mixed anhydrid will be the. result; in this caseacetic acid-propionic acid anhydrid. In most cases the formation of the anhydrids takes place on merely heating the components to the boiling point of the re-' sulting anhy rid, and in other cases, for instance when calcium salts are used, the formation of the anhydrids takes placeonly after a protracted heating on the reflux The resulting products of the re-. action are then recovered by distillation.

A mixture suitable for carrying out the Specification of Letters Patent. Application filed July so, 1913. Serial No. 781,971. r

Patented Apr.20,19151. 1

' improve d process of an alkali salt oran xearthy alkalicsalt of asulfuric acid-car- 'boxy-acid anhydrid with an organic acid may be produced by bringing together sulfuricacid anhydrid or fuming sulfuric acid at temperatures below 0 centigrade with an excess of the corresponding organicacid or with a mixture of the said acid and its anhydrid, and from the resulting mixture of a sulfuric acid-carboxy-anhydrid with a corresponding organic acid, producing the corresponding salt of the sulfuric acid.- carboxy-acid anhydrid by mixing the said organic acid'with its alkali salt or earthy alkali salt, or another organic acid, likewise at temperatures below 0 C. In this connection it is obvious that the mixture of the sulfuric acid-carboxy-acid anhydrid and the organic acid may have admixed with it immediately as much alkali salt or earthy alkali salt of an organic acid, as is necessary to form not only the salt but also the anhydrid, when the salt is to 'be further treated accordingto the improved process.

The following is an example of one wa I of carrying the improved process into cf fect: A. mixture of 175 kgs. of the sodium salt of acetyl sulfuric acidand 269 kgs. of acetic acid, acetic acid anhydrid and an excess of sodium acetate, which mixture has been produced from 242 kgs; of acetic acid anhydrid containing 42.22% of anhydrid,

resulting anhydrid is perfectly, free 1' from chlorin.

-" Reference is made to my copending application Serial'No. 781,970, filed July 30,

1913, forthe process for the manufacture of sulfuric acid carboxy-acid anhydrids and their salts. I k

I claim: p v '105 1. A process for the manufacture of anhydrids of 'monobasic organic carboxyacids, which consists inheating salts of sul- ,furic acid-carboxy-acid anhydrids with bases having an alkaline reaction, and then distilling off the acid anhydrid that is formed.

2. A process for the manufacture of anhydrids of monobasic organic carboxy-acids, which consists in heating salts of sulfuric acid-carboxy-acid anhydrids with bases having an alkaline reaction in the presence of neutral liquids, and then distilling ofi the acid anhydrid that is formed.

3. A process for the manufacture of anhydrids of monoba sic organic carboxyacids, which consists in heating salts of sulfuric acid-carboxy-acid anhydrids with ADRIANUS JOIIANNES VAN PESKI.

Witnesses:

G. CHR. VANDER EB, PAUL WYSER.

my signature 20 

